31. SYNTHESIS! Devise two multistep syntheses the same target compound. Limitations: One synthesis must utilize a Heck cross-coupling and the other synthesis must NOT use any metal catalyzed cross-couplings. All carbons in the final product must have originated from benzene and ethane. Clearly show the reagents needed for each step and the product of each step. You may reuse synthesized compounds from your first synthesis without redrawing the synthetic steps in the second synthesis. Synthesis #1 - using a Heck reaction NO₂

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.36P
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Question #31.
31. SYNTHESIS! Devise two multistep syntheses the same target compound.
Limitations: One synthesis must utilize a Heck cross-coupling and the other
synthesis must NOT use any metal catalyzed cross-couplings. All carbons in the
final product must have originated from benzene and ethane. Clearly show the
reagents needed for each step and the product of each step. You may reuse
synthesized compounds from your first synthesis without redrawing the synthetic
steps in the second synthesis.
Synthesis #1 - using a Heck reaction
Synthesis #2 - no cross coupling
NO₂
Transcribed Image Text:31. SYNTHESIS! Devise two multistep syntheses the same target compound. Limitations: One synthesis must utilize a Heck cross-coupling and the other synthesis must NOT use any metal catalyzed cross-couplings. All carbons in the final product must have originated from benzene and ethane. Clearly show the reagents needed for each step and the product of each step. You may reuse synthesized compounds from your first synthesis without redrawing the synthetic steps in the second synthesis. Synthesis #1 - using a Heck reaction Synthesis #2 - no cross coupling NO₂
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